Had a friend who literally had every bitch in the school gravitate toward him and want to be his girlfriend. He made almost that same exact face a week into the relationship when they would not give him a moment's peace. Would usually dump the ho soon after, come hang out with us (his group of friends) for a week, then get pulled in by another girl who didn't want him hanging out with us until he dropped her too.
It was a cycle.
Threadly reminder she looks better with short hair.